Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes

Bio-based coating materials were prepared from epoxidized soybean oil as a renewable source. Acetoacetylated soybean oil was synthesized by the ring-opened and transesterification reaction of epoxidized soybean oil, and its chemical structure was characterized by nuclear magnetic resonance (NMR), Fo...

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Main Authors:	Zhiyuan Cao, Fei Gao, Jinze Zhao, Xiao Wei, Qian Cheng, Jiang Zhong, Cong Lin, Jinbing Shu, Changqing Fu, Liang Shen
Format:	Article
Language:	English
Published:	MDPI AG 2019-11-01
Series:	Polymers
Subjects:	epoxidized soybean oil acetoacetylated soybean oil knoevenagel condensation reaction aromatic dicarboxaldehydes
Online Access:	https://www.mdpi.com/2073-4360/11/11/1809

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spelling	doaj-83eb39cd20d040719fdb700119cc612d2020-11-25T01:46:29ZengMDPI AGPolymers2073-43602019-11-011111180910.3390/polym11111809polym11111809Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic DicarboxaldehydesZhiyuan Cao0Fei Gao1Jinze Zhao2Xiao Wei3Qian Cheng4Jiang Zhong5Cong Lin6Jinbing Shu7Changqing Fu8Liang Shen9Jiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaJiangxi Engineering Laboratory of Waterborne Coating, School of Chemistry and Chemical Engineering, Jiangxi Science &Technology Normal University, Nanchang 330013, ChinaBio-based coating materials were prepared from epoxidized soybean oil as a renewable source. Acetoacetylated soybean oil was synthesized by the ring-opened and transesterification reaction of epoxidized soybean oil, and its chemical structure was characterized by nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FTIR), gel permeation chromatography (GPC), and rheometric viscosity analyses. On the basis of acetoacetylated soybean oil, several bio-based coating materials were prepared using different aromatic dicarboxaldehydes (1,2-benzenedialdehyde, 1,3-benzenedialdehyde, 1,4-phthalaldehyde, 4,4′-biphenyldicarboxaldehyde) and characterized. The resulting films possess good performance, including the highest glass transition temperature of 54 °C, a Young’s modulus of 24.91 MPa, tensile strength of 5.65 MPa, and an elongation at break of 286%. Thus, this work demonstrates the Knoevenagel condensation reaction, which is based on soybean oil as a potential newer eco-friendly raw material.https://www.mdpi.com/2073-4360/11/11/1809epoxidized soybean oilacetoacetylated soybean oilknoevenagel condensation reactionaromatic dicarboxaldehydes
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Zhiyuan Cao Fei Gao Jinze Zhao Xiao Wei Qian Cheng Jiang Zhong Cong Lin Jinbing Shu Changqing Fu Liang Shen
spellingShingle	Zhiyuan Cao Fei Gao Jinze Zhao Xiao Wei Qian Cheng Jiang Zhong Cong Lin Jinbing Shu Changqing Fu Liang Shen Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes Polymers epoxidized soybean oil acetoacetylated soybean oil knoevenagel condensation reaction aromatic dicarboxaldehydes
author_facet	Zhiyuan Cao Fei Gao Jinze Zhao Xiao Wei Qian Cheng Jiang Zhong Cong Lin Jinbing Shu Changqing Fu Liang Shen
author_sort	Zhiyuan Cao
title	Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes
title_short	Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes
title_full	Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes
title_fullStr	Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes
title_full_unstemmed	Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes
title_sort	bio-based coating materials derived from acetoacetylated soybean oil and aromatic dicarboxaldehydes
publisher	MDPI AG
series	Polymers
issn	2073-4360
publishDate	2019-11-01
description	Bio-based coating materials were prepared from epoxidized soybean oil as a renewable source. Acetoacetylated soybean oil was synthesized by the ring-opened and transesterification reaction of epoxidized soybean oil, and its chemical structure was characterized by nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FTIR), gel permeation chromatography (GPC), and rheometric viscosity analyses. On the basis of acetoacetylated soybean oil, several bio-based coating materials were prepared using different aromatic dicarboxaldehydes (1,2-benzenedialdehyde, 1,3-benzenedialdehyde, 1,4-phthalaldehyde, 4,4′-biphenyldicarboxaldehyde) and characterized. The resulting films possess good performance, including the highest glass transition temperature of 54 °C, a Young’s modulus of 24.91 MPa, tensile strength of 5.65 MPa, and an elongation at break of 286%. Thus, this work demonstrates the Knoevenagel condensation reaction, which is based on soybean oil as a potential newer eco-friendly raw material.
topic	epoxidized soybean oil acetoacetylated soybean oil knoevenagel condensation reaction aromatic dicarboxaldehydes
url	https://www.mdpi.com/2073-4360/11/11/1809
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Bio-Based Coating Materials Derived from Acetoacetylated Soybean Oil and Aromatic Dicarboxaldehydes

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